PlantaeDB Logo
Login Sign-up

(2R,3R,4S,5R,6R)-2-[[(8S,9S,10R,13S,14S,17R)-1,3-dihydroxy-17-[(2S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID e4ad9671-30d3-4690-8fa2-5611e6297e0f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2R,3R,4S,5R,6R)-2-[[(8S,9S,10R,13S,14S,17R)-1,3-dihydroxy-17-[(2S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(C)CCC(C(C)C1C(CC2C1(CCC3C2CC=C4C3(C(CC(C4)O)O)C)C)OC5C(C(C(C(O5)CO)O)O)O)O
SMILES (Isomeric) C[C@@H]([C@H]1C(C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(C(CC(C4)O)O)C)C)O[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)CO)O)O)O)C(CCC(C)C)O
InChI InChI=1S/C33H56O9/c1-16(2)6-9-23(36)17(3)27-24(41-31-30(40)29(39)28(38)25(15-34)42-31)14-22-20-8-7-18-12-19(35)13-26(37)33(18,5)21(20)10-11-32(22,27)4/h7,16-17,19-31,34-40H,6,8-15H2,1-5H3/t17-,19?,20-,21+,22+,23?,24?,25-,26?,27+,28+,29+,30-,31-,32+,33+/m1/s1
InChI Key QDJYUSAVAQTFPO-LCYMEKLSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C33H56O9
Molecular Weight 596.80 g/mol
Exact Mass 596.39243336 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.13
H-Bond Acceptor 9
H-Bond Donor 7
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R,3R,4S,5R,6R)-2-[[(8S,9S,10R,13S,14S,17R)-1,3-dihydroxy-17-[(2S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8583 85.83%
Caco-2 - 0.8464 84.64%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7685 76.85%
OATP2B1 inhibitior - 0.7222 72.22%
OATP1B1 inhibitior + 0.8950 89.50%
OATP1B3 inhibitior + 0.7988 79.88%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6292 62.92%
BSEP inhibitior - 0.5746 57.46%
P-glycoprotein inhibitior - 0.4319 43.19%
P-glycoprotein substrate + 0.5549 55.49%
CYP3A4 substrate + 0.7241 72.41%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.8787 87.87%
CYP2C9 inhibition - 0.8185 81.85%
CYP2C19 inhibition - 0.8940 89.40%
CYP2D6 inhibition - 0.9311 93.11%
CYP1A2 inhibition - 0.8364 83.64%
CYP2C8 inhibition + 0.6387 63.87%
CYP inhibitory promiscuity - 0.8900 89.00%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6898 68.98%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9389 93.89%
Skin irritation - 0.5343 53.43%
Skin corrosion - 0.9447 94.47%
Ames mutagenesis - 0.8361 83.61%
Human Ether-a-go-go-Related Gene inhibition + 0.7370 73.70%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6603 66.03%
skin sensitisation - 0.9008 90.08%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.9291 92.91%
Acute Oral Toxicity (c) III 0.5798 57.98%
Estrogen receptor binding + 0.6779 67.79%
Androgen receptor binding + 0.7310 73.10%
Thyroid receptor binding - 0.5569 55.69%
Glucocorticoid receptor binding - 0.5081 50.81%
Aromatase binding + 0.6373 63.73%
PPAR gamma + 0.5909 59.09%
Honey bee toxicity - 0.7088 70.88%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9498 94.98%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.16% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 98.74% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.32% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.17% 97.09%
CHEMBL2581 P07339 Cathepsin D 94.37% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.58% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.73% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.48% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.38% 85.14%
CHEMBL2094135 Q96BI3 Gamma-secretase 90.26% 98.05%
CHEMBL2996 Q05655 Protein kinase C delta 90.18% 97.79%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.14% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.64% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.19% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.00% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 85.52% 94.73%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.64% 97.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.54% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.30% 86.33%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 84.05% 89.67%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.61% 97.14%
CHEMBL221 P23219 Cyclooxygenase-1 83.54% 90.17%
CHEMBL1871 P10275 Androgen Receptor 82.47% 96.43%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.03% 90.08%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Allium stipitatum

Cross-Links

Top
PubChem 101608677
LOTUS LTS0056734
wikiData Q104400196